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SF2446,新型苯并[a]萘并蒽醌类抗生素。II. 结构解析。

SF2446, new benzo[a]naphthacene quinone antibiotics. II. The structural elucidation.

作者信息

Gomi S, Sasaki T, Itoh J, Sezaki M

机构信息

Pharmaceutical Research Laboratories, Meiji Seika Kaisha, Ltd., Yokohama, Japan.

出版信息

J Antibiot (Tokyo). 1988 Apr;41(4):425-32. doi: 10.7164/antibiotics.41.425.

Abstract

Structures of new antibiotics SF2446A1, A2, A3, B1, B2 and B3 have been deduced by means of spectral analyses and chemical studies. The structure of SF2446A1 which is a main product of fermentation and has the strongest antimicrobial activity, has been proposed to be 11-(2,4-di-O-methyl-beta-L-rhamnopyranosyl)amino-5,6,6a,14a-tetrah ydro- 1,6,8,14a-tetrahydroxy-6a-methoxy-2-methoxycarbonyl-3-methyl- benzo[a]naphthacene-7,9,12,14-tetra-one. All of antibiotics have a novel benzo[a]naphthacene quinone skeleton and SF2446A1, A2, B1 and B2 have an N-glycosidic linkage with 2,4-di-O-methyl-L-rhamnose.

摘要

通过光谱分析和化学研究推断出了新型抗生素SF2446A1、A2、A3、B1、B2和B3的结构。SF2446A1是发酵的主要产物,具有最强的抗菌活性,其结构被认为是11-(2,4-二-O-甲基-β-L-鼠李糖基)氨基-5,6,6a,14a-四氢-1,6,8,14a-四羟基-6a-甲氧基-2-甲氧基羰基-3-甲基-苯并[a]萘并四烯-7,9,12,14-四酮。所有抗生素都具有新颖的苯并[a]萘并醌骨架,并且SF2446A1、A2、B1和B2与2,4-二-O-甲基-L-鼠李糖具有N-糖苷键。

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